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Visible light C–H amidation of heteroarenes with benzoyl azides

Benzoyl azides were used for the direct and atom economic C–H amidation of electron rich heteroarenes in the presence of phosphoric acid, a photocatalyst and visible light. Hetero-aromatic amides are obtained in good yields at very mild reaction conditions with dinitrogen as the only by-product. The...

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Autores principales: Brachet, E., Ghosh, T., Ghosh, I., König, B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811135/
https://www.ncbi.nlm.nih.gov/pubmed/29560185
http://dx.doi.org/10.1039/c4sc02365j
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author Brachet, E.
Ghosh, T.
Ghosh, I.
König, B.
author_facet Brachet, E.
Ghosh, T.
Ghosh, I.
König, B.
author_sort Brachet, E.
collection PubMed
description Benzoyl azides were used for the direct and atom economic C–H amidation of electron rich heteroarenes in the presence of phosphoric acid, a photocatalyst and visible light. Hetero-aromatic amides are obtained in good yields at very mild reaction conditions with dinitrogen as the only by-product. The reaction allows the use of aryl-, heteroaryl- or alkenyl acyl azides and has a wide scope for heteroarenes, including pyrroles, indole, furan, benzofuran and thiophene giving good regio-selectivities and yields.
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spelling pubmed-58111352018-03-20 Visible light C–H amidation of heteroarenes with benzoyl azides Brachet, E. Ghosh, T. Ghosh, I. König, B. Chem Sci Chemistry Benzoyl azides were used for the direct and atom economic C–H amidation of electron rich heteroarenes in the presence of phosphoric acid, a photocatalyst and visible light. Hetero-aromatic amides are obtained in good yields at very mild reaction conditions with dinitrogen as the only by-product. The reaction allows the use of aryl-, heteroaryl- or alkenyl acyl azides and has a wide scope for heteroarenes, including pyrroles, indole, furan, benzofuran and thiophene giving good regio-selectivities and yields. Royal Society of Chemistry 2015-02-01 2014-10-30 /pmc/articles/PMC5811135/ /pubmed/29560185 http://dx.doi.org/10.1039/c4sc02365j Text en This journal is © The Royal Society of Chemistry 2014 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Brachet, E.
Ghosh, T.
Ghosh, I.
König, B.
Visible light C–H amidation of heteroarenes with benzoyl azides
title Visible light C–H amidation of heteroarenes with benzoyl azides
title_full Visible light C–H amidation of heteroarenes with benzoyl azides
title_fullStr Visible light C–H amidation of heteroarenes with benzoyl azides
title_full_unstemmed Visible light C–H amidation of heteroarenes with benzoyl azides
title_short Visible light C–H amidation of heteroarenes with benzoyl azides
title_sort visible light c–h amidation of heteroarenes with benzoyl azides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811135/
https://www.ncbi.nlm.nih.gov/pubmed/29560185
http://dx.doi.org/10.1039/c4sc02365j
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